Hydroxy mercury compound and method for the production thereof



Patented July 23, 1940 PATENT OFFICEI HYDROXY MERCURY COMPOUND METHOD FOR THE PRODUCTION THERE- AND ,Erno Geiger, Laszl Vargha, and Laszl Richter,

Budapest, Hungary, Works of Gedeon Hungary assignors to Chemical Richter Ltd., Budapest,

No Drawing. Application February 12, 1938, Se-

rial No. 190,222. 1937 1 In Hungary September 18,

5 Claims. (01. 260-431) This invention relates to a hydroxy mercury compound of allyl-carbamide and to a method for its production.

It is known that numerous aromatic com- 5 pounds containing an unsaturated conjunction in the side chain, by taking up mercury are transformed into diuretic agents. We have succeeded in producing an unsaturated aliphatic compound, the mercury derivative of which shows a diuretic effect .at least equivalent compared withthe corresponding aromatic compounds.

. The subject-matter of the invention is a white powder consisting of a hydroxy mercury-compound of the reaction product of allyl-carbamid succinic anhydride. Such compound is N('y hydroxy 3 hydroxy mercury propyl) carbamyl p carbamyl propionic acid. For solution in water preferably the alkali-salts thereof are used.

According to the invention for the production of the aforesaid compound allyl-carbamide is,

brought into reaction with succinic anhydride, and the resultant unsaturated acid-amide is combined with mercury by adding mercury salts in the usual manner. The alkali salts of the re.- sultant mercury compounds are highly soluble in water. r

Example The pulverized mixture of grams of allyl- 3Q carbamide and 50 grams or succinic anhydride is heated for 30 minutes at C. After cooling the fused mass is ground with 50 cubic centimetres of cold water and the crystalline mass after quick filtering fromthe liquid is recrystal- 35 lized from hot water. The white crystalline needles having a melting point or 142-144 C. are the allyl-succinyl-carbamide, a compound as yet unknown. In order to produce a mercury compound thereof a mixtureof 20 grams, of the allyl-succinyl-carbamide andof 30 grams of mercury-acetate is shaken for 3 hours with methanol. The scarcely soluble precipitate of the mercury compound after filtration is washed with 5 methanol and with water and dried in vacuum. The white powder melts at -186 C. under decomposition and is easily soluble in solutions of alkalis or of bicarbonate of sodium. By action of hydrogensulfid in a medium of alkali the 10 compound becomes decomposed only after a longer time, whilst in acid medium there appears at once a black precipitate of mercury sulfide. Examinations have proved the following structural formula of the compound.

that is, N ('y hydroxy p hydroxy mercury propyl) carbamyl p carbamyl propionic acid.

We claim:

1. A hydroxy mercury compound of the reaction product of allyl-carbamide and succinic anhydride. 1

2. -N('y. hydroxy ,9 hydroxy mercury propyl) carbamyl p carbamyl propionic acid.

3. A water solution of an alkali-metal salt of the compound defined in claim 1.

4. A water solution of an alkali-metal salt of the compound defined in claim 2.

5. The process which consists of reacting. allyl-carbainide with succinic anhydride, and combining the resultant unsaturated acid-amide with a mercury salt, thereby forming a mercury com- Dound.

m6 GEIGER. LAszLo VARGHA." LAszLo mcn'rnn. 

